Abstract
An efficient synthesis of poly-valent difluorinated zanamivir modified polymer as strong inhibitor of influenza virus was reported. Specifically, the mono difluorinated zanamivir with an azide linker was attached on alkynlated [poly (methyl vinyl ether-alt-maleic anhydride)] via “Click Chemistry” to afford polyvalent glycopolymer. The neuraminidase inhibition assay against H7N9 virus like particle showed an enhanced anti-influenza virus activity with IC50 value at least 1000 fold better than that of the difluorinated zanamivir monomer.
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References
National Health and Family Planning Commission of the People’s Republic of China, Reports of nationally notifiable infectious diseases. Available online: http://www.moh.gov.cn/jkj/s3578/201612/8a84c914186441d9a444e81751f58863.shtml
Itzstein MV et al (1993) Rational design of potent sialidase-based inhibitors of influenza virus replication. Nature 363(363):418–423
Wagner R, Matrosovich M, Klenk HD (2002) Functional balance between haemagglutinin and neuraminidase in influenza virus infections. Rev Med Virol 12(3):159–166
Hay AJ, Hayden FG (2013) Oseltamivir resistance during treatment of H7N9 infection. Lancet 381(9885):2230–2232
Kim JH et al (2013) Mechanism-based covalent neuraminidase inhibitors with broad-spectrum influenza antiviral activity. Science 340(6128):71–75
Das K et al (2010) Structures of influenza A proteins and insights into antiviral drug targets. Nat Struct Mol Biol 17(5):530–538
Lundquist JJ, Toone EJ (2002) The cluster glycoside effect. Chem Rev 102(2):555–578
Cecioni S, Imberty A, Vidal S (2015) Glycomimetics versus multivalent glycoconjugates for the design of high affinity lectin ligands. Chem Rev 115(1):525–561
Cheng CK et al (2014) From neuraminidase inhibitors to conjugates: a step towards better anti-influenza drugs? Future Med Chem 6(7):757–774
Weight AK et al (2011) Attaching zanamivir to a polymer markedly enhances its activity against drug-resistant strains of influenza a virus. J Pharm Sci 100(3):831–835
Haldar J et al (2010) Bifunctional polymeric inhibitors of human influenza A viruses. Pharm Res 27(2):259–263
Yang ZL, Zeng XF, Liu HP, Yu Q, Meng X, Yan ZL, Fan ZC, Xiao HX, Iyer SS, Yang Y, Yu P (2016) Tetrahedron Lett 57(24):2579–2582
Acknowledgements
This work was financially supported by the Natural Science Foundation of China (21402140, 21502139) and the International Science & Technology Cooperation Program of China (2013DFA31160). The authors are thankful to the Research Centre of Modern Analytical Technology, Tianjin University of Science and Technology for NMR measurements.
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Liu, H., He, H., Yang, Z., Yu, P., Lu, K. (2018). Polyvalent Effect Enhances Anti-influenza Virus Activity. In: Liu, H., Song, C., Ram, A. (eds) Advances in Applied Biotechnology. ICAB 2016. Lecture Notes in Electrical Engineering, vol 444. Springer, Singapore. https://doi.org/10.1007/978-981-10-4801-2_89
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DOI: https://doi.org/10.1007/978-981-10-4801-2_89
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